Family-friendly holiday rentals in Joliet

5 out of 5 average rating, 129 reviews

A small, modern tiny house is nestled among lush green trees. A path lined with wood chips leads to the entrance, where large windows allow for natural light and views of the surrounding forest. A deck extends from the house into the wooded environment.

Tiny home in Princeton

Dana's Retreat-glamping/camping @ a WildlifeRescue

Reconnect with nature at this unforgettable escape. Located at 2nd Hand Ranch & Rescue, this tiny house in the timber was built to share the beauty of nature with folks that want to camp.... but not really camp. This 12x12 house is off grid with a cute outhouse nestled in the timber behind the wildlife rescue. Relax and unplug for the weekend and know 100% of the fee goes to the animal rescue. We bring your supplies up via Gator as you hike the trail up. PLEASE NOTE: NO RUNNING WATER/SHOWERS

4.98 out of 5 average rating, 272 reviews

The hot tub is illuminated with soft lights, offering a serene setting against the backdrop of a colorful sunset. Cozy seating surrounds the tub, while a nearby tree adds a touch of decor, creating a relaxing outdoor experience.

Townhouse in Ottawa

Starved Rock Retreat w/hot tub & full-fenced yard!

2-bedroom, 1-bathroom pet-friendly townhouse with fenced yard in a quiet neighborhood close to everything. Ideal for couples, yet comfortable for all travelers. Safe, private, and well-suited for remote work. Enjoy an open floor plan and a new patio with a year-round hot tub & seating area. Fully fenced yard with a 6-ft vinyl privacy fence is exclusively yours. No pet restrictions. Includes in-unit laundry and two bedrooms - one set up as an office/workout space. Peaceful and made for unwinding.

4.92 out of 5 average rating, 154 reviews

A single-story ranch-style home is depicted, featuring a brick and siding facade. A two-car garage is positioned on the right side, with a well-maintained lawn and neat landscaping in the front yard. Clear skies and scattered clouds provide an inviting backdrop.

Home in Bolingbrook

Spacious Bolingbrook Retreat w/ Garage & Yard

Relax with the whole family at this peaceful and spacious 3-bedroom ranch home conveniently located near I-55 & I-355. Walking distance to Promenade Mall, restaurants, bars, shopping, Bass Pro Shop. Enjoy self check-in with smart lock, private attached 2-car garage, large backyard, patio, and grill. Perfect for families, work trips, or weekend getaways. Clean, safe, and only 30 minutes from downtown Chicago and major attractions. Self check-in Free parking Fast Wi-Fi Washer/dryer Backyard/patio

Apartment in Cathedral Area

4.96 out of 5 average rating, 194 reviews

*The Historic Hideaway*/King Bed/Remodeled/Wi-Fi

Our Spacious apartment is located on Plainfield Road, minutes away from 1-80 & 1-55. Near: Rialto Theatre, Haley Mansion, Jacob Henry Mansion, Joliet Union Station, College of St. Francis, Joliet Junior College, Slammers Minor League Baseball and St. Joe's Hospital. Minutes away from: Chicagoland Speedway, Hollywood Casino, Lewis University and Silver Cross Hospital. 30 minutes SW of Chicago. 3 bedroom (1 King, 2 Queens. 1 queen sleeper sofa) Rooms are tastefully decorated with unique artwork.

4.92 out of 5 average rating, 237 reviews

A spacious bedroom features a king-size bed adorned with a colorful quilt and accent pillows. A wall mural of large ferns creates a vibrant backdrop. A full-size futon is positioned alongside, with a lamp and window allowing natural light to brighten the area.

Home in Joliet

The Garden House - Murals and more

Our garden-themed house🌿 located on busy Plainfield Road is minutes away from 1-80 & 1-55. Near: Rialto Theatre, Haley Mansion, Jacob Henry Mansion, Joliet Union Station, College of St. Francis, Joliet Junior College, Slammers Minor League Baseball & St.Joe's Hospital. Minutes from: Chicagoland Speedway, Hollywood Casino, Lewis University & Silver Cross Hospital. 30 min. Southwest of Chicago. 🏡Entire house: 2 Bdr (2 Bd & 1 Futon), Bathroom (new shower), Living Room, Kitchen, Front Deck

4.94 out of 5 average rating, 866 reviews

A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.

Treehouse in Schaumburg

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

4.88 out of 5 average rating, 168 reviews

A single-story ranch home is presented with a dark blue exterior and white shutters. A neatly trimmed lawn and concrete pathway lead to the front door. Flanking the entrance, small shrubs add greenery, while a tall evergreen tree stands nearby.

Home in Montgomery

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

4.98 out of 5 average rating, 253 reviews

A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.

Apartment in Aurora

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

4.94 out of 5 average rating, 109 reviews

Apartment in Lockport

Lockport Farmhouse: Private Entry+Parking By Door

Welcome to our charming Airbnb retreat in Lockport, Illinois! Enjoy the convenience of a full kitchen equipped with sleek stainless steel appliances. Kick back and relax in the cozy living room with a 55-inch smart TV featuring Roku for your entertainment needs. Convenience meets comfort with access to our on-site laundry room. Experience the perfect blend of modern amenities and rustic charm during your stay in Lockport. Book now for a delightful getaway!

4.98 out of 5 average rating, 247 reviews

Double doors open to a bright living area featuring a leather sofa and a light-colored armchair. A coffee table is placed on a soft area rug, while lamps provide soft illumination. A ceiling fan hangs above, and large windows allow natural light to fill the space.

Home in Manteno

Updated, bright, and modern, 3 bedroom home.

You will be comfortable in this newly remodeled three bedroom, two bathroom home. ✶ 6.7Miles to Olivet Nazarene University ✶ 8.4Miles to Riverside Medical ✶ 11Miles to Kankakee River State Park ✶ 43Miles to Midway Airport The home FEATURES: *Safe, quiet, walkable neighborhood *3 Bedroom; 1 King, 1 Queen, 2 twin beds *Spacious fully equipped kitchen with coffee station *Washing Machine, Dryer & Dishwasher * Fast Wi-Fi

Guest suite in Naperville

A tranquil lake scene is depicted, featuring autumnal trees reflecting vibrant hues of yellow, orange, and red in still water. The grassy shoreline enhances the serene environment, while neighboring greenery contributes to the picturesque landscape.

4.96 out of 5 average rating, 533 reviews

Cozy Lakeview Studio with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

4.96 out of 5 average rating, 174 reviews

A cozy bedroom features a comfortable bed with a quilted cover and decorative pillows. A colorful textile art piece depicting Route 66 is displayed on the wall. A side table with a lamp adds to the charm, complemented by a vintage photograph hanging above.

Home in Lockport

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

A history buff’s dream filled with antiques & artifacts relating to Chicago, Joliet, Lockport, the I & M Canal & "Route 66"! Family & Business Friendly. The entire upstairs 1,500 sq ft vintage 2-bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Private-entrance/self-check-in. Have a 'historic' stay at the "Hideaway"! Can accommodate up to 6 guests.

Popular amenities for Joliet family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guesthouse in Merrillville

4.92 out of 5 average rating, 177 reviews

Couples Getaway, Jacuzzi, Sauna, Pool is Open

Guest suite in Riverwoods

A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.

4.95 out of 5 average rating, 473 reviews

Master qtr close to nature & easy urban facilities

4.91 out of 5 average rating, 141 reviews

An outdoor Jacuzzi hot tub is positioned on a concrete patio, surrounded by expansive farmland. Soft lighting enhances the tranquil atmosphere, while a small table with chairs is nearby. Scenic views of the landscape are visible, contributing to a peaceful setting.

Home in North Utica

Country Home with Outdoor Hot Tub by Starved Rock

4.94 out of 5 average rating, 151 reviews

The charming farmhouse features a two-story design with blue siding and white trim. Symmetrical windows adorned with shutters enhance the facade. A welcoming porch is visible, surrounded by landscaped greenery. The structure is situated on a quiet street, providing easy access to the surrounding area.

Home in Bourbonnais

The Blueberry, Steps from ONU #walk there #Hottub

4.9 out of 5 average rating, 116 reviews

An indoor pool area is highlighted by a large, clear roof allowing natural light to fill the space. The bright blue water of the pool reflects the wood beams and brick flooring. Surrounding amenities include seating areas, a hot tub, and lush greenery.

Home in Ottawa

Starved Rock Pool House

5 out of 5 average rating, 142 reviews

A hot tub is positioned on a deck overlooking a scenic river view. The water's surface reflects soft light, creating a serene ambiance. A lattice privacy screen is visible in the background, framing the peaceful outdoor setting.

Home in Rockford

Adults Only "Red Room" Home with Hot Tub

4.86 out of 5 average rating, 177 reviews

A spacious spa room features a modern two-person jacuzzi, surrounded by elegant marble walls. The jacuzzi is designed with a clear accent panel, and amenities such as towels are neatly arranged nearby, promoting a calming and relaxing environment.

Home in Whiting

The Spa of Downtown Whiting

4.92 out of 5 average rating, 172 reviews

The game room features a red-themed layout filled with arcade machines, a pool table, and foosball. A variety of classic games are showcased, providing a fun atmosphere for guests. Bright lighting illuminates the room, inviting enjoyable gaming experiences.

Apartment in Dunning

Belmont Pleasures - hot tub / arcade gaming room

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 169 reviews

A comfortable living area features a spacious sofa with neutral-toned cushions. A glass coffee table sits atop a decorative rug, and wooden shelves display books. Natural light enters through window treatments, complemented by patterned curtains and a floor lamp.

Cottage in Wilmington

Get Your Kicks in Our Cozy Cottage Near Route 66

4.87 out of 5 average rating, 259 reviews

Home in La Salle

Virginia's PlaceCozy 2 Bedroom Home / Pets Welcome

4.98 out of 5 average rating, 182 reviews

Home in Oglesby

Schoolhouse Canyon at Starved Rock, Modern Getaway

4.86 out of 5 average rating, 165 reviews

A modern two-story house features a light, neutral exterior with decorative shutters. The inviting front yard is well-maintained, including colorful shrubs and a manicured lawn. A garage door is visible on the right side, and tall trees frame the property against a clear blue sky.

Home in Naperville

California King Bed | Fast Wi-Fi | 75" Smart TV

4.86 out of 5 average rating, 324 reviews

The kitchen area features a spacious island with seating, adorned with a 'WELCOME' sign and sunflowers. Cabinets in varying shades of grey and green line the walls. A full-size refrigerator, microwave, and stove are visible, alongside organized kitchen essentials and decorative elements.

Apartment in Marseilles

Dog Approved Country Suite

4.89 out of 5 average rating, 107 reviews

A single-story home features a welcoming front porch with seating, surrounded by a well-maintained lawn. The exterior displays a mix of brick and light-colored siding, complemented by neatly arranged shrubs and seasonal decorations. A spacious driveway leads to a single-car garage.

Home in Bradley

Cheerful 3 Bedroom, 2.5 bath central Bradley Home

4.88 out of 5 average rating, 911 reviews

Tiny home in Ottawa

1 Bed Cabin - Postcard Cabins Starved Rock

4.85 out of 5 average rating, 117 reviews

A modern kitchen features dark cabinetry complemented by granite countertops. Stainless steel appliances, including a refrigerator and stove, are present. Two bar stools with circular bases are positioned near the countertop. Pendant lights hang above the island, adding functional illumination to the space.

Apartment in Aurora

AT YOUR SERVICE! Downtown Aurora River Facing Gem

Family-friendly home rentals with a pool

Apartment in Near North Side

4.93 out of 5 average rating, 115 reviews

Gold Coast Luxury: 2BR with Sweeping City Vistas

4.77 out of 5 average rating, 53 reviews

A sparkling pool is framed by a spacious patio, featuring lounge chairs and tables for relaxation. Nearby, a playground is visible, along with a covered seating area and a Blackstone grill, all surrounded by greenery and a serene setting.

Home in Plainfield

Pool, 30 mins to CHI, 3 Kings, Outdoor Space, BBQ

4.93 out of 5 average rating, 108 reviews

A rooftop pool area features a long, inviting pool bordered by lounge chairs in various colors. Sunlit trees are visible nearby, and the backdrop consists of modern high-rise buildings, creating a vibrant urban atmosphere.

Apartment in South Loop

The Metropolitan Retreat (Fitness Center • Sauna)

Condo in Elk Grove Village

The living area features a comfortable gray sofa facing a modern TV stand. A light rug lies beneath a white coffee table adorned with a small plant. Natural light filters through a large window, complemented by soft curtains. A desk and chair are positioned in the corner.

4.93 out of 5 average rating, 110 reviews

Just remodeled apartment close to airport and mall

4.82 out of 5 average rating, 339 reviews

A bright living area features large windows that offer city views, enhanced by natural light. Comfortable gray seating is arranged on a patterned rug, complemented by modern decor and greenery. A flat-screen TV is mounted on the wall, alongside a stylish coffee table.

Apartment in Chicago

Spectacular 2BR Penthouse in the Loop | Roof Deck

4.96 out of 5 average rating, 116 reviews

An open-concept living space is showcased, featuring modern kitchen appliances, a dining table with seating for six, and a comfortable sofa. Large windows allow natural light to fill the area, providing views of the outdoor landscape.

Condo in Evanston

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

5 out of 5 average rating, 32 reviews

A well-maintained in-ground pool is shown surrounded by a concrete deck and lush greenery. A wooden fence encloses the yard, offering privacy. Tall trees and shrubs provide a natural backdrop, while the bright blue sky adds to the inviting atmosphere.

Home in Crystal Lake

Hot tub. Heated Pool. In town location.